Sailing Cruises Transformative Tours & Trip Packages

Sailing Cruises Transformative Tours & Trips

245 Sailing Cruises trips. Tours from 133 tour companies. 289 reviews. 4.8/5 avg rating.

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Transformative
An Epic Adventure: Karen Blixen’s Kenya and Islands of the Seychelles by Yacht
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4.4/5 Great
100+ reviews
Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Masai Mara National Park, Nairobi

Highlights

  • Sail to 10 Seychelles islands by motor yacht, discovering giant tortoise colonies, lush palm forests and beautiful reefs.
  • Learn how young elephants are prepared to return to the wild at an elephant orphanage in Kenya.
  • Spend three nights at a luxury safari camp and search the Maasai Mara for lions and cheetahs.

Themes

50 plus, Education / Learning, National Parks, Nature & Wildlife, Transformative, Sailing

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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Vietnam, Laos & Cambodia Family Journey
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4.9/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Angkor Wat, Da Nang, Ha Long Bay, Hanoi, Luang Prabang, Saigon, Siem Reap

Highlights

  • Biking past rice paddies on the Mekong Delta
  • Getting a personal mahout lesson on an elephant
  • Visiting a floating village in Halong Bay

Themes

Cultural, Family Friendly, Local Immersion & Homestays, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Relaxing Retreats, Transformative, Sailing

What travelers are saying

"Life changing! Alex our guide incredibly knowledgeable, caring and has a great sense of humor. If I needed a day to relax (and perhaps shop) it was totally encouraged and acceptable - Porto Fino amazing! The itinerary and hotels spot on! I’m ready to go back, maybe the Amalfi Coast!!! Don’t hesitate, book the guided trip now!!"

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Isles and Inlets of Argyll
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Opportunity to cruise and explores some of the fabulous long, sheltered sea lochs in Argyll
  • Experience the stars as you never have before, with no light pollution at our anchorages at night
  • Climb to see the mysterious "Maids of Bute" painted stones

Themes

50 plus, Birding, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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St Kilda: an Outer Hebridean Cruise
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit Hirta - a UNESCO world heritage site
  • See the sea cliffs of the St Kilda islands
  • Explore the islands of the Outer Hebrides and the Small Islands

Themes

50 plus, Birding, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Mull Odyssey: Staffa, Iona and the Ross of Mull Cruise
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit Staffa and Fingal's cave
  • Explore Ardtornish castle
  • Watchwhales, seabirds, seals, dolphins and porpoises

Themes

50 plus, Birding, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Malt Whisky and Wildlife
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit the Malt Whisky capital of the world – Islay
  • Enjoy the magnificent Munro mountains
  • Visit Lagavulin distillery and other world famous distilleries

Themes

50 plus, Birding, Culinary & Wine, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Yoga Themed Cruise at Cyclades
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4.5/5 Excellent
37 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Mykonos

Themes

Small Ship Cruise, Transformative, Yoga, Meditation & Wellness, Sailing

What travelers are saying

"(Translated by Google) Helpful and polite. I have no complaints . We had a great time in Bansko. Kids are always willing to help with anything. I highly recommend Oxygen Tours !!! (Original) Εξυπηρετικοί και ευγενικοί . Δεν έχω κανένα παράπονο . Περάσαμε τέλεια στο Μπανσκο. Τα παιδιά είναι πάντα πρόθυμα να βοηθήσουν σε οτιδήποτε προκύψει.Συνιστώ ανεπιφύλακτα Oxygen Tours !!!"

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The Balkans
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5/5 Excellent
8 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Dubrovnik, Sarajevo

Highlights

  • Visithidden swimming coves, local restaurants and unique towns
  • Work with, theMine Detection Dog Center
  • Truly see all sides of the Balkans

Themes

High Adventure, Local Immersion & Homestays, National Parks, Nature & Wildlife, Transformative, Volunteering & Community Service, Sailing

What travelers are saying

"We went to a custom trip to Nepal with the Vacation Project in April and it was the best time of my life. Getting to know new people, traditions and culture was truly amazing. Our guide Rakesh was well prepared and made us feel like we were long time friends, which made the time in Nepal really special. Working with the children in Changu was amazing and all i can hope for is that i made an impact on their lifes, just like they made on mine. I can totally recommend a trip with TVP!"

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Greece: Sparta, Monemvasia & the Peloponnesian Peninsula
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Athens, Crete, Santorini

Highlights

  • Uncover the treasures of the hillside medieval gem of Mystras, the Byzantine Empire’s cultural capital for nearly a millennium, with an expert archaeologist-guide.
  • Savor the recipes and the flavors of ancient Byzantine cuisine during a special dinner.
  • Walk through the maze of alleyways in the medieval castle town of Monemvasia, a crossroads of civilizations with Byzantine, Frankish, Venetian, and Ottoman influences.
  • Cruise around the monolithic Rock of Monemvasia.
  • Join a taverna owner on a shrimp-harvesting excursion, then join him for a cooking lesson and prepare garidopetoules—a savory shrimp pancake.

Themes

Cultural, Cycling & Biking, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This tour was one of our favorites. The tour leaders (Claudio and Tiziana) were great. The Dolomites and Italian Alps were breathtaking and the bike paths and towns were well chosen to give us a great appreciation of this Alpine countryside. Once out of Venice you really feel like you are in the country with beautiful mountains, alpine chalets and in some areas mostly German speaking residents. The biking was mostly flat with some crazy fun downhill rides. Almost all of the cycling was on bike paths, so very safe and quiet riding. As expected, VBT delivered a great tour with very good accommodations, good food and a really great group of travellers."

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Best of Vietnam
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By Odynovo
premier
5/5 Excellent
100+ reviews
Private Guided
Why we love them
They are able to handcraft custom trip plans in over 70 different destinations worldwide.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Da Nang, Ha Long Bay, Hanoi, Ho Chi Minh, Hoi An

Highlights

  • Discover significant sites and cultural delights in Vietnam's capital of Hanoi
  • Cruise through dramatic karst scenery on a boat tour of Halong Bay
  • Experience net fishing aboard a traditional basket boat in Hoi An
  • Explore historical landmarks within Ho Chi Minh City, along with Cu Chi
  • Tunnels and Mekong Delta

Themes

Cultural, Family Friendly, Hiking & Walking, Nature & Wildlife, Rafting, Kayaking, Canoeing, Sailing, Photography

What travelers are saying

"I cannot say enough good things about Odynovo, both on the coordination end (we worked with Laura Li, who was fantastic!) to the on-site people (shout out to our airport contact in Cairo Hassan, our skilled driver Ahmed, our fun Cairo guide Mai, and our knowledgable Aswan/Luxor guide Hazem - BEST crew EVER!!!) who make your trip a seamless, safe, exciting, educational, and all-around transformative life highlight. This experience was seriously a bucket-list one for my husband and me, and I can NOT emphasize enough how important the Odynovo team was to making Egypt an infinitely easier context to navigate. If you've watched travel vloggers and social media influencers attempt to navigate Egypt on their own and complain about a negative experience, fear not - if you go with Odynovo, every. single. thing. will be taken care of. There is NOTHING to worry about, and the experience was entirely positive. The people, the food, the culture, the historical sites and stories - with Odynovo taking care of all the logistical details, these are the only things you need to focus on. I am full of gratitude for the experience I had in Egypt, and I credit Odynovo for it. I will absolutely use them in the future for other destinations, and I urge you to do the same. I know my Egypt experience would not have been nearly the same had I not gone with Odynovo. Check out our adventure here: https://youtu.be/vMlAmVk7vBY Also, a passionate recommendation from my experience: DEFINITELY make the trip to Abu Simbel!! It was a major highlight (we went in a private car that left Aswan around 9am since we'd flown in from Cairo that morning). We stopped at the High Dam first, so by the time we arrived at Abu Simbel, the tour busses were on their way back to Aswan, and we had the whole of the site almost entirely to ourselves. It was one of the most awe-inspiring moments of my life. Do it. Stay the night in Abu Simbel if you can in order to avoid the crowds. It was amazing. ✨"

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Wonders of South America
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By Across South America
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
65 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Buenos Aires, Cusco, El Calafate, Iguazu Falls, Iguazu National Park, Lima, Machu Picchu, Rio de Janeiro, Torres del Paine National Park

Highlights

  • Beauties of Rio de Janeiro
  • Iguazu Falls and bird watching
  • Discover Buenos Aires & Gaucho Culture
  • Highlights of Patagonia including Perito Moreno Glacier and Torres del Paine
  • Santiago de Chile and Wines
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Themes

Birding, Culinary & Wine, Cultural, High Adventure, Nature & Wildlife, Rafting, Kayaking, Canoeing, Trekking & Expeditions, Sailing, Photography

What travelers are saying

"I highly recommend Across South America for a memorable experience that is personalized for YOU."

Trip dates & details
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Generous cancellation

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21 Day Grand Tour Discover Real New Zealand
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By Real New Zealand Tours
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
41 reviews
Self-Guided / Independent Tour
Why we love them
They are dedicated to providing personalized, authentic, and sustainable travel experiences that showcase the best of their country.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Auckland, Christchurch, Dunedin, Fiordland National Park, Pacific Ocean, Queenstown, Rotorua, Tasmania, Wellington

Highlights

  • All inclusive tour package prepared by New Zealand based specialists so you sit back and relax
  • An exciting itinerary will be customised to suit you - let us help plan and perfect your dream vacation
  • We offer self-drive trips (rental car) we arrange all your accomodations, activities, attractions (you select) we book your car (fun, freedom, independence, flexibility) you set the pace each day or, select a private driver trip (fully guided) or, escorted coach tours (daily commentary).
  • Either way, you will have an awesome time on our wonderful 21 day Grand New Zealand Tour with Real New Zealand Tours.

Themes

Cultural, Cycling & Biking, Hiking & Walking, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Relaxing Retreats, Small Ship Cruise, Train & Rail Journeys, Trekking & Expeditions, Yoga, Meditation & Wellness, Sailing, Golf

What travelers are saying

"Geoff helped my wife and I to put together an itinerary that customized to our particular interests and preferences. At the outset he asked us where we'd like to go and, after a small number of iterations, together we were able able to craft an itinerary that met our budget, touched on much of the places we wanted, and did not have us staying at a different resort each night. Before leaving for our trip we were given our itinerary and confirmation #'s/vouchers/contact #'s for all of our activities and hotels captured in an easy-to-use app that made it extremely easy to transition to the next point of our journey. He and his assistant were quick to respond to any questions we had along the way as well. Overall, we had a great stay and highly endorse Geoff and RealNZ for anyone planning a bespoke trip to NZ."

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Classic Vietnam and Thailand Tour
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By China Highlights
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bangkok , Hanoi, Ho Chi Minh, Hoi An , Mekong Delta, Phuket

Highlights

  • Hop on a cyclo and pass through the famed Old Quarter, catching the vibe of city life in Hanoi.
  • Drift among the unspoiled areas of Halong Bay, on AH’s overnight cruise. Our more-private crafts are half the size of the usual group-tour boats.
  • Paddle a traditional Vietnamese basket boat along the coconut palm-flanked waterways to learn about the local fisherman’s lifestyle.
  • Enjoy an evening foodie tour, walking around the ancient town of Hoi An, where colorful lanterns light up the night.
  • Take a sampan ride through the picturesque canals of the Mekong Delta.
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Themes

Cultural, Nature & Wildlife, Rafting, Kayaking, Canoeing, Sailing, Photography

What travelers are saying

"I've just returned from my trip to China, a week ago. I've seen many-many interesting places of Guangdong and Guangxi provinces. But most of all i liked my 2-days trip to Longshen villages with my guide Frank from chinahighlights. The day before our trip has started, in Guilin, Frank met me in hotel and told about our journey. Next 2 days we visited traditional ancient chinese villages (the biggest from them are Ping'an and Dazhai), walking around them, saw the rice-terraces landscape (it was really unbelievable). Also we had a hiking between villages, and stayed at night at ZhongLiu village. I haven't seen any tourists in this village, even chinese tourists. It was fantastic cause we've seen real chinese life of local people, including, for example, planting vegetables, collecting tea). Very quiet, fresh air, natural food. Yes, in this village almost no shops, no souvenirs, but you dont need them. All around you a hundred times better. I advice all, who wants to see real chinese life, visit this place, especially this village, stay at night there. Thanks very much to my guide Frank and chinahighlights for this trip!"

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8 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Transformative

Sailing Cruises Reviews & Ratings

4.8/5  Excellent
289  Reviews
See all Sailing Cruises tour reviews
Excellent
33
Great
2
Average
0
Disappointing
0
Terrible
1
D

Deip

May 2019

Written on

I shall recommend this tour to people who are planning a trip to a have good feel of South America.

Very good tour. Good selection of places. Transportation and transfer were immaculate. Hotels were good. Multiple air journeys went smoothly- some of the timings can...

M

Mike

Mar 2024

Written on

Self-designed 21 day trip to NZ

Geoff helped my wife and I to put together an itinerary that customized to our particular interests and preferences. At the outset he asked us where we'd like to go ...

E

Emma

May 2023

Written on

Great

We had a family trip of 5 of us and we absolutely loved the Alb...

E

Elleri

Aug 2022

Written on

Everything was pretty much perfect

Everything was pretty much perfect

R

Roberto

Aug 2022

Written on

Great beaches

Definitively compared to the best of Italy. I loved the involvemen...

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